Water → 4-Methyl-3-nitrobenzyl alcohol

HRID 386734

반응식

HRID 386734 반응식
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].O.[BH4-].[Na+]>O1CCOCC1>[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][OH:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12]

참가 물질

5

반응물 3

HCID 962WaterHCID 663234-Methyl-3-nitrobenzoyl chlorideHCID 4311764Sodium borohydride

생성물 1

HCID 1234974-Methyl-3-nitrobenzyl alcohol수율 86.8%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매2회

실험 절차

A solution of 4-methyl-3-nitrobenzoylchloride (5.5 g) in dioxane (30 mL) was added dropwise to a solution of water (30 mL), dioxane (30 mL) and sodium borohydride (2.5 g) under ice cooling. The reaction solution was refluxed for one hour, and after cooling, the solution was filtered through Celite. Water was added to the filtrate, the mixture was extracted with ethyl acetate, and the organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain a crude product of (4-methyl-3-nitrophenyl)methanol (4 g).

후처리

  1. temperatureThe reaction solution was refluxed for one hour
  2. temperatureafter cooling
  3. filtrationthe solution was filtered through Celite
  4. additionWater was added to the filtrate
  5. extractionthe mixture was extracted with ethyl acetate
  6. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  7. distillationThe solvent was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-4ffd6bfc4ee44fbcaebba2c1619bb97e
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08372867B2

연결된 노트

불러오는 중…